16 Midi Skirts for Work That Always Look Polished—Starting at $40

written by

Hadley Mendelsohn

updated May 08, 2019

When it comes to office-appropriate wardrobe staples that work all year round, it doesn't get much more versatile and comfortable than a midi skirt. Not only can they be worn over and over again in new, interesting ways, but they're also a safe bet when you aren't sure how formal or casual you should be for the office. In other words, a midi skirt will always look polished but doesn't have to feel overly stuffy or dressy. You really can make it as modest or exciting as you want.

With that in mind, and with summer almost officially behind us, we've rounded up four midi skirt styles that are both on trend and timeless classics. Read on to see how to wear them this fall and then shop our favorites at every price point.

THE PENCIL SKIRT

Skirts for Work — @nnennaechem

Though they may have a reputation as being stuffy or old-fashioned, pencil skirts actually offer a ton of style perks. A pencil skirt is easy to style with a variety of tops, from cozy oversize sweaters to lived-in band tees and polished work shirts. But the ultimate bonus point is that a pencil skirt is far less likely to blow around in the wind as other styles of skirts are since it's stiff and tightly fitted.

Slit-front denim maxi pencil skirt

Raey Slit-Front Denim Maxi Pencil Skirt $157

Black denim always strikes the perfect balance between dressy and casual.

J. Crew No. 2 Pencil Skirt $90

Bubblegum pink and gingham, this pencil skirt keeps things light and fun.

Check Pencil Midi Skirt

Topshop Check Pencil Midi Skirt $75

Plaid is perfect for fall—it's like our school days, but better.

Jerome Lace Midi Skirt

Ganni Jerome Lace Midi Skirt $235

Dainty yet fierce, this gives your power suit some new competition.

THE FLOWY MIDI SKIRT

Midi Skirts for Work — @sylviemus_

The right flowy midi skirt is comfortable enough to live in (or at least wear on repeat). Pair yours with a cropped sweater or tuck in your top to show off the shape of the skirt. Then opt for a pair of simple pumps that will add some length, or if you're feeling casual, just slip into some sandals or flats. A simple top-handle bag is the perfect finishing touch.

Thierry Colson Sissi Long Skirt $130

Full-bodied and sweet, this midi skirt has a decidedly nostalgic feel to it.

Simon Shell-embellished Cady Midi Skirt

Staud Simon Shell-Embellished Cady Midi Skirt $225

The shell embellishments on this classic black skirt give it a lighter edge.

H&M Jacquard-weave Skirt $55

There's just something endearing about those dainty polka-dots against the crisp white backdrop.

H&M Fine-knit Skirt $40

Keep things simple and classic with a navy knit midi.

THE SLIP SKIRT

Silk Midi Skirts — @wethepeoplestyle

Slip skirts are having a major moment and for good reason. There's something about the material that gives them a more formal feel or a sexy edge, depending on the occasion and how you style them accordingly. That also means they're the perfect thing to wear if you're working all day and then heading to dinner and drinks afterward. Dress yours up with a classic pointy-toe slingback and a button-down shirt or make it funky with sneakers and a simple T-shirt.

Satin Drape Midi Skirt

Vince Raw-Edge Silk Midi Skirt $285

Sleek and sophisticated, this champagne-hued skirt will match with pretty much anything.

Mango Bow Satin Skirt $60

You can always count on chartreuse to make an unexpected statement.

Pixie Market Leopard Silky Midi Skirt $90

Introducing, your new day-to-night staple.

H&M Silk-blend Skirt $119

Simple and versatile, this will soon be your go-to work staple.

THE WRAP SKIRT

Midi Skirts — @_hollyt

Opt for a wrap skirt or one with side buttons and an interesting silhouette if you want to introduce more dimension and intrigue to the classic midi shape. Since they're usually adjustable, wrap skirts are also really comfortable and give you some breathing room throughout the workday. Lucky for us, wrap skirts have been having a moment, so there are plenty of stylish options on the market at a range of price points.

Paperbag-waist cotton midi skirt

Weekend Max Mara Paperbag-Waist Cotton Midi Skirt $375

Comfortable and easy to style, khaki is a good grownup alternative to denim pieces.

*Wrap Pinstripe Skirt by Boutique

Topshop Wrap Pinstripe Skirt $140

Pinstripe is the ultimate office-appropriate print.

Charron Checked Cotton-blend Seersucker Wrap Skirt

Ganni Charron Checked Cotton-blend Seersucker Wrap Skirt $190

Here's proof that midi skirts are anything but boring.

Mango Bow Wrap Skirt $80

Having a classic black midi in your closet will make your morning routine so much easier.

Related Stories